Wicker Park Vacation Packages 2025/2026 from $325

Wicker Park flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Chicago O'Hare – Rosemont by IHG

O'Hare

Save 100% on your flight

$325

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a grocery/convenience store are also offered.

Hotel Riu Plaza Chicago

Downtown Chicago

$641

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Park Hyatt Chicago

Downtown Chicago

$1,263

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Staybridge Suites Chicago O'Hare - Rosemont by IHG

O'Hare

Save 100% on your flight

$346

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the free buffet breakfast each morning.

DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove

$371

per person

Sep 25 - Sep 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.

Top Wicker Park hotels deals

The Wade

644 N Lake Shore Dr, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$151 nightly

$177 total

Sep 1 - Sep 2

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-in are also provided.

Pool

Pet friendly

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$160 total

Aug 24 - Aug 25

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$179 total

Sep 3 - Sep 4

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$229 total

Sep 2 - Sep 3

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

Pool

Spa

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$168 total

Sep 2 - Sep 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Pool

Pet friendly

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$134 total

Sep 2 - Sep 3

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Wood Street Gallery

You can spend time exploring the galleries in Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Flat Iron Building

You can learn about the history of Chicago when you stop by Flat Iron Building. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

AMITA Health Saints Mary and Elizabeth Medical Center

Though AMITA Health Saints Mary and Elizabeth Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.

Frequently asked questions

How much are vacation packages to Wicker Park?

Travelocity has package deals to Wicker Park, including hotels and flights, from an impressive $325. With the cash you save, you could throw in some cool tours or even tack on a couple of extra nights to your exciting getaway.

Where can I get the best vacation package deals for Wicker Park?

No matter your travel style, Travelocity can help you snap up the best Wicker Park package deal. The only thing you need to do is mix and match from our 400 air carriers and 1,000,000 properties worldwide.

Why should I purchase my Wicker Park vacation package via Travelocity?

Whether you're planning a weeks-long vacation or a last-minute trip, we have loads of enticing destinations to choose from at an affordable price. What's more, we offer support 24/7, superb service and a Price Match Guarantee. Save yourself time and money and book your dream vacation now.

Can I save money on my Wicker Park car rental if I book it with hotels and flights?

Absolutely — and booking one of our Wicker Park vacation packages is the perfect way to go about this. Bundle any combination of a hotel, flight, car and experience and score great discounts. The more you bundle, the more you save. There are so many landmarks in Wicker Park to put on your must-see list, including Six Flags Great America (35 mi from Wicker Park). Nothing beats exploring places like this with the freedom of your own car rental.